S-[4-[2-[5-[4-[5-[2-(4-acetylsulfanylphenyl)ethynyl]-3-methylthiophen-2-yl]-2,5-bis[5-(3,4-dimethoxyphenyl)thiophen-2-yl]phenyl]-4-methylthiophen-2-yl]ethynyl]phenyl] ethanethioate | 1049822-63-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-[4-[2-[5-[4-[5-[2-(4-acetylsulfanylphenyl)ethynyl]-3-methylthiophen-2-yl]-2,5-bis[5-(3,4-dimethoxyphenyl)thiophen-2-yl]phenyl]-4-methylthiophen-2-yl]ethynyl]phenyl] ethanethioate
• CAS: 1049822-63-0
• 化学式: C₆₀H₄₆O₆S₆
• 分子量: 1055.42
• InChiKey: XGECPZMPJWAYEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.9
• 重原子数：
  72
• 可旋转键数：
  18
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  235
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1,4-bis[5-(1,2-dimethoxy-4-phenyl)-2-thienyl]-2,5-bis(5-iodo-3-methyl-2-thienyl)benzene 、 acetylsulfanyl-4-(ethynyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以40%的产率得到S-[4-[2-[5-[4-[5-[2-(4-acetylsulfanylphenyl)ethynyl]-3-methylthiophen-2-yl]-2,5-bis[5-(3,4-dimethoxyphenyl)thiophen-2-yl]phenyl]-4-methylthiophen-2-yl]ethynyl]phenyl] ethanethioate
  参考文献：
  名称：

  Conformation as a Protecting Group: A Regioselective Aromatic Bromination En Route to Complex π-Electron Systems

  摘要：

  A new strategy to achieve regioselective functionalization of a sterically congested aromatic system driven by conformational demands is described. Electrophilic substitution occurs at the more planarizable subunit without undesired chemistry at mutually reactive sites and without the need for protecting or masking groups that must be manipulated later. Model studies are described to understand this selectivity, and possibilities for the construction of orthogonal, differentially substituted pi-systems of relevance for molecular electronics are demonstrated.

  DOI：

  10.1021/ol801828n